October Lending helps real estate investors finance rental properties with speed, clarity, and strong terms — backed by real-world investor experience.
October Lending helps real estate investors finance rental properties with speed, clarity, and strong terms — backed by real-world investor experience.
You're working with a team led by an active rental-property investor who's been in the trenches since 2012. We understand DSCR math, value-add projects, timelines, and what can break a deal.
We specialize in investor financing — DSCR, hard money/bridge, and ground-up construction — and we structure each loan around the property type, exit strategy, and your goals. No one-size-fits-all solutions.
We're relentless about finding great options and running an organized process. Clear requirements, fast follow-up, and proactive communication from quote to closing.
Rural properties, unique assets, mixed-use, portfolio borrowers, tight timelines, and if there's a path to approval, we'll find it and guide you through it.
From rental acquisitions to ground-up builds, we offer the loan programs serious investors actually use to scale.
Qualify based on rental income — not personal income. Ideal for buy-and-hold investors looking for long-term financing with strong terms.
Qualify based on rental income — not personal income. Ideal for buy-and-hold investors looking for long-term financing with strong terms.
Qualify based on rental income — not personal income. Ideal for buy-and-hold investors looking for long-term financing with strong terms.
Qualify based on rental income — not personal income. Ideal for buy-and-hold investors looking for long-term financing with strong terms.
October Lending was created for one reason: to make investor financing simpler, smarter, and more reliable.
Our founder began his real estate investing journey in 2012 and has scaled to over 60 units. Along the way, it became clear that many investors weren't losing deals because of the property — they were losing them because the lending process was slow, unclear, or built for owner-occupied buyers instead of investors.
We're different. We combine real-world rental experience with a high-performance lending process, so you can buy, refinance, and build with momentum.
Share your deal details — property type, purchase price, estimated rent, and your plan. We'll match you with the right program and provide transparent terms.
Once you're ready, we provide a clear checklist and manage every milestone. No guessing, no unnecessary back-and-forth.
We stay on the details until your loan funds. Proactive communication and organized execution from start to finish.
Michael AdamsTrustindex verifies that the original source of the review is Google. So, this shop has such a wide array of options, it’s ridiculous and awesome. If speed dial was still a thing, then every investor should be programming their number. Asad King-AhmadTrustindex verifies that the original source of the review is Google. I just wrapped up my cash-out refinance with Skytree Investments on June 24, 2025. I worked closely with Ryan Deasy, who was fantastic—responsive to calls, texts, and emails, and always on top of things. He kept everyone involved—his team, my attorney, and me—in the loop throughout the entire process. I highly recommend this firm and look forward to working with them again! Kathy Van ValenTrustindex verifies that the original source of the review is Google. Everyone at Skytree Investments is very nice and knowledgeable. Ryan Deasy knows his stuff, and I am pleased with the work he does! Sebastian PirolaTrustindex verifies that the original source of the review is Google. Ryan Deasy is a great guy. He will take care of you, offers extremely flexible loans tailored to your needs, he helps throughout the lending process, and he offers cheaper loans than other lenders. He can do hard money, FHA, DSCR refinance, and whatever else you need. Highly recommend. Jason CTrustindex verifies that the original source of the review is Google. Highly recommend Ryan from SkyTree Investments. He was very professional and proactive from day 1 to help my loan get closed on time . I would work with them again Ashlee TrelliTrustindex verifies that the original source of the review is Google. Mike and Ryan are incredible to work with! Their calm demeanor and incredible work ethic made the whole process so smooth and stress free! EXACTLY what I needed!
Whether you're purchasing, refinancing, or building — we'll find the right loan and run a clean process to get you to closing.